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Castleton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Castleton vacation rentals

A row of white-framed windows with a balcony, a bench, and a signboard.

1. Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary

Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
Amissville
9.8 out of 10, Exceptional, (90 reviews)
"The absolute nicest, cleanest Vrbo I have ever stayed at! Great communication from the host, the property did not disappoint. It was well stocked with everything needed. And very clear directions for using the property and a terrific folder with area information. Will return."
United States
Janet G.
$459 nightly
The price is $483
Oct 13 - Oct 14
Total with taxes and fees
Nestled Among Majestic Trees, Hilltop Hideaway is a Woodland Sanctuary
A small, single-story wooden cabin with a white-framed door and a small porch.

2. Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper

Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
Rixeyville
9.8 out of 10, Exceptional, (13 reviews)
"Perfect little house. Clean and very nice host."
United States
Debbie G.
$216 nightly
The price is $228
Oct 18 - Oct 19
Total with taxes and fees
Charming tiny home only 15 mins from Town of Warrenton & Town of Culpeper
A living room with a grey sofa, a wooden staircase, a ceiling fan, and a 'Welcome' sign on the wall.

3. Cozy 1BR Apt Minutes From Skyline Drive!!

Cozy 1BR Apt Minutes From Skyline Drive!!
Amissville
9.6 out of 10, Exceptional, (47 reviews)
"Everything was clean, cute, and as advertised! The shower pressure"
United States
Kate O.
$239 nightly
The price is $252
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1BR Apt Minutes From Skyline Drive!!
A brick pathway leading to a fountain, surrounded by neatly trimmed hedges and a variety of plants.

4. The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi

The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi
Washington
10.0 out of 10, Exceptional, (131 reviews)
"Really enjoyed the stay—great house, clean, and perfect for a relaxing weekend."
United States
Daniel R.
$259 nightly
The price is $279
Nov 2 - Nov 3
Total with taxes and fees
The Inn 1 min walk to Entire Colonial 3BR House Fast WiFi
A garden with a central fountain, surrounded by neatly trimmed hedges and a brick pathway.

5. The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House

The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House
Washington
10.0 out of 10, Exceptional, (22 reviews)
"Perfect location in town"
United States
Mona T.
$229 nightly
The price is $247
Oct 27 - Oct 28
Total with taxes and fees
The Inn 1-Min Walk to Private Suite with Full Kitchen in 3BR Colonial House
A modern kitchen with a large island, pendant lighting, and a flat-screen TV.

6. Mint Cottage at Little Washington - a modern, spacious retreat with a view

Mint Cottage at Little Washington - a modern, spacious retreat with a view
Washington
10.0 out of 10, Exceptional, (15 reviews)
"Perfect spot for a couple visiting the area or dining at the Inn. "
United States
Greg S.
$475 nightly
The price is $547
Nov 2 - Nov 3
Total with taxes and fees
Mint Cottage at Little Washington - a modern, spacious retreat with a view
S'mores anyone?

7. Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse

Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
Sperryville
10.0 out of 10, Exceptional, (30 reviews)
"The property was great -- would definitely book again!"
United States
Everett R.
$703 nightly
The price is $782
Oct 13 - Oct 14
Total with taxes and fees
Walk to Old Rag | Hot Tub | Dog-Friendly Farmhouse
A spacious living room with a high wooden ceiling, large windows, a sofa, armchairs, a coffee table, and a dining area.

8. Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres

Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
Etlan
9.4 out of 10, Exceptional, (73 reviews)
"Wonderful house and great setting; will go back!"
United States
Jay R.
$658 nightly
The price is $732
Oct 13 - Oct 14
Total with taxes and fees
Spectacular Spirit Dancer 4 bedrooms, 1 den w/bed, Luxurious on 60 private acres
A log cabin interior with a wooden ceiling, a black leather sofa, white armchairs, and a rustic dining area.

9. Walk to Old Rag | Hot Tub | Mountain Farmhouse

Walk to Old Rag | Hot Tub | Mountain Farmhouse
Sperryville
10.0 out of 10, Exceptional, (28 reviews)
"Wonderful house. Great location for hiking old rag."
United States
Jeffrey C.
$606 nightly
The price is $675
Nov 3 - Nov 4
Total with taxes and fees
Walk to Old Rag | Hot Tub | Mountain Farmhouse
A modern kitchen with a central island, bar stools, and pendant lighting.

10. Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Barn Apartment on Farm Near Old Rag and Shenandoah National Park
Etlan
10.0 out of 10, Exceptional, (31 reviews)
"Kids absolutely loved the property with many kinds of animals!"
United States
Ikuo
$171 nightly
The price is $190
Oct 13 - Oct 14
Total with taxes and fees
Barn Apartment on Farm Near Old Rag and Shenandoah National Park
A cabin with a wooden deck, two chairs, a red door, and a window.

11. Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
Etlan
9.8 out of 10, Exceptional, (21 reviews)
"Hose was excellent, great communication, helpful, answered questions, even returned items inadvertently left behind. Location was great for activities around the national park and caverns."
United States
Tracy P.
$101 nightly
The price is $112
Oct 18 - Oct 19
Total with taxes and fees
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park
A spacious wooden cabin with a high ceiling, a fireplace, a television, and a cozy seating area.

12. Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray

Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
Luray
10.0 out of 10, Exceptional, (80 reviews)
"Everything about our stay was perfect. Couldn't recommend this location more."
United States
Jeffrey R.
$500 nightly
The price is $577
Oct 31 - Nov 1
Total with taxes and fees
Amazing Grace log cabin home with 3 bedrooms, WiFi and AC in breathtaking Luray
A hot tub on a deck with a view of a forest and hills.

13. Timber Creek Falls - a Shenandoah cabin with a private waterfall

Timber Creek Falls - a Shenandoah cabin with a private waterfall
Bentonville
10.0 out of 10, Exceptional, (5 reviews)
"We had such and enjoyable time. Sitting in the hotub with the soothing sound of the creek was so relaxing. We loved the setup of the home and our doggie loved the ability to run an play."
United States
Brent R.
$608 nightly
The price is $671
Nov 3 - Nov 4
Total with taxes and fees
Timber Creek Falls - a Shenandoah cabin with a private waterfall
A cabin in a forested area with a clear view of the surrounding landscape.

14. The Spidey Lodge, FamilyGetaway: Arcade, HotTub, Cinema

The Spidey Lodge, FamilyGetaway: Arcade, HotTub, Cinema
Luray
10.0 out of 10, Exceptional, (6 reviews)
"Everything was PERFECT!!!! All aspects of the house were well thought out, and all the amenities that you would want, plus more were available. Very nice accommodations that I would recommend to anyone!"
United States
Damian W.
$599 nightly
The price is $690
Nov 3 - Nov 4
Total with taxes and fees
The Spidey Lodge, FamilyGetaway: Arcade, HotTub, Cinema
A modern kitchen with white cabinets, stainless steel appliances, and a marble countertop.

15. Charming 4-bedroom house in Madison centrally located!

Charming 4-bedroom house in Madison centrally located!
Madison
10.0 out of 10, Exceptional, (3 reviews)
"Our stay was excellent. The host was responsive to every need. The house was beautiful. The view from the front window is beautiful!! The bathtub and shower in the main bathroom is luxurious!! We would be willing to stay there again."
United States
Lori K.
$418 nightly
The price is $466
Oct 13 - Oct 14
Total with taxes and fees
Charming 4-bedroom house in Madison centrally located!
A rural property with a swimming pool, a barn, and a white house with a stone chimney.

16. Heritage House - 13m to Shenandoah NP, Pool, Sauna, Hot Tub, Panoramic Views, EV

Heritage House - 13m to Shenandoah NP, Pool, Sauna, Hot Tub, Panoramic Views, EV
Page County
$650 nightly
The price is $736
Oct 13 - Oct 14
Total with taxes and fees
Heritage House - 13m to Shenandoah NP, Pool, Sauna, Hot Tub, Panoramic Views, EV
A spacious dining area with a central table surrounded by chairs, a chandelier, and wine bottles on the table.

17. Historic Madison Eagle Inn

Historic Madison Eagle Inn
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Great place - clean and very easy parking. The bed was comfortable too!"
United States
Tracy
$242 nightly
The price is $252
Nov 2 - Nov 3
Total with taxes and fees
Historic Madison Eagle Inn
A patio area with a table and chairs, a small brick building in the background, and a wooden fence.

18. Historic 2-Bedroom in Old Town Warrenton, Virginia

Historic 2-Bedroom in Old Town Warrenton, Virginia
Warrenton
10.0 out of 10, Exceptional, (82 reviews)
"Great stay and utterly charming!"
United States
Jimmy
$244 nightly
The price is $267
Oct 14 - Oct 15
Total with taxes and fees
Historic 2-Bedroom in Old Town Warrenton, Virginia
A hotel room with two beds, a nightstand with a globe and a plant, and a framed picture on the wall.

19. Charming Cottage w/ Incredible Views & Firepit

Charming Cottage w/ Incredible Views & Firepit
Stanley
10.0 out of 10, Exceptional, (25 reviews)
"Pet friendly. Great scenery. Hot tub. Fire pit. Very relaxing and comfortable."
United States
Laura M.
$342 nightly
The price is $382
Nov 4 - Nov 5
Total with taxes and fees
Charming Cottage w/ Incredible Views & Firepit
A covered outdoor seating area with wicker furniture, a patterned floor, and a view of autumn trees.

20. Hidden Gem on Hidden Valley Lane

Hidden Gem on Hidden Valley Lane
Linden
9.6 out of 10, Exceptional, (32 reviews)
"A little off the beaten path but a lovely property!! Found out my cousin’s friend lives on this same street! If you like a little adventure, I highly recommend this fun relaxing enjoyable place!!!"
United States
Kelly C.
$511 nightly
The price is $548
Oct 13 - Oct 14
Total with taxes and fees
Hidden Gem on Hidden Valley Lane
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Castleton Hotel Reviews

Mimslyn Inn Historic Hotels Of America

Mimslyn Inn Historic Hotels Of America

10/10 Excellent
"Very nice."
David 1-night trip
Posted 4 hours ago
Mimslyn Inn Historic Hotels Of America

Find out more about Castleton

Everything you need to know about Castleton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Castleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Castleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castleton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Castleton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Castleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $112 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Castleton rentals

At Expedia, we put the best Castleton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Castleton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Castleton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Castleton?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Castleton, or you can select a more remote option if you want a relaxing place to stay.

What's the top vacation rental in Castleton?

Shenandoah Valley Yurt: Visitors like this Castleton vacation home rental. It comes with air-conditioning so you can feel at home during your trip.

How many vacation rentals are there in Castleton?

Choose from 9 Expedia vacation rentals in Castleton for a memorable vacation.

What can I see and do in Castleton?

Explore the area and family-friendly sights such as Yogi Bear's Jellystone Park, or get out into nature at a spot like Shenandoah National Park. In the larger area, you’ll find Little Washington Winery and Little Washington Theatre.

What are vacation rentals like in Castleton?

Vacation rentals are privately owned properties you can stay in for several days or more in Castleton. Vacation rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for small groups.